HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 3-Bromo-5-(bromomethyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | (5-Bromo-3-pyridinyl)methanol | HCID 2784733 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Bromo-5-(bromomethyl)pyridine | HCID 14932948 | 67.2% |
Reaction Steps
(5-Bromo-pyridin-3-yl)-methanol (500 mg, 2.7 mmol) and triphenylphosphine (840 mg, 3.2 mmol) are dissolved in 12 mL of DCM and NBS (570 mg, 3.2 mmol) is added. The mixture is stirred for 4 hrs and the solvent is removed. The residue is purified by flash column chromatography to give 455 mg of 3-bromo-5-bromomethyl-pyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181272B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-8c735c7aa67445c19bd2650f637684d3 |
| Source note | uspto-grants-2015_11 |